- Decarboxylative formylation of aryl halides with glyoxylic acid by palladium catalysis under oxygen
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A new free radical/palladium cooperative catalyzed formylation of aryl halides with glyoxylic acid as the formyl source under oxygen conditions has been developed. Various aromatic and heteroaromatic aldehydes were produced in medium to good yields.
- Cao, Hualiang,Pu, Weiwen,Zhang, Jie,Yan, Peijun,Zhang, Jun,Xu, Sheng
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supporting information
p. 1287 - 1290
(2020/08/21)
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- Novel polycyclic compound
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The invention provides a novel polycyclic compound as well as a synthesis method and application thereof. The compound of the present invention includes a plurality of carbocyclic and/or heterocyclicstructures having visible or fluorescent light emitting groups and covalently bonded to at least one ultraviolet and/or visible (blue) light absorbing group to provide stability. The compound providedby the invention can be used as a light conversion agent, a dye, a pigment, a fluorescent agent and an ultraviolet light or blue light absorbent, and can be applied to optical films, agricultural films, optical discs (disks), optical lenses, goggles, skin care, cosmetics, illumination, coatings, adhesives, light stabilizers, panels and other products.
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Paragraph 0153-0156; 0342; 0346
(2020/07/06)
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- Copper(II) catalyzed aromatization of tetrahydrocarbazole: An unprecedented protocol and its utility towards the synthesis of carbazole alkaloids
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An efficient protocol for the aromatization of tetrahydrocarbazole is described by using catalytic copper(II) chloride dihydrate in DMSO. This newly established methodology has utilized towards the synthesis of naturally occurring carbazole alkaloids, namely 3-methylcarbazole, 3-formyl carbazole, glycozoline, glycozolicine and clauszoline-K. In addition, the protocol is generalized for the aromatization of N-substituted tetrahydrocarbazole, 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline and 1,2,3,4-tetrahydro β-carboline to give the corresponding heteroaromatic compounds from very good to excellent yield. Moreover, this method has been proven to be tolerant to a broad range of functional groups with excellent yields.
- Dalvi, Bhakti A.,Lokhande, Pradeep D.
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p. 2145 - 2149
(2018/05/08)
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- Visible-light-promoted intramolecular C-H amination in aqueous solution: Synthesis of carbazoles
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An effective and operationally simple protocol is reported for the synthesis of versatile carbazoles. With water as a co-solvent, visible-light rather than various metals is used to facilitate the conversion of readily available 2-azidobiphenyls under mild conditions. Various functionalized bioactive natural alkaloids, such as glycoborine, clausine C, clausine L, clausine H and clauszoline K, were synthesized efficiently with nitrogen as a sole byproduct. The reaction could be performed in water, acidic or alkaline buffer solutions, showing its potential for applications in biochemistry.
- Yang, Lizheng,Zhang, Yipin,Zou, Xiaodong,Lu, Hongjian,Li, Guigen
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p. 1362 - 1366
(2018/03/26)
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- Novel carbazole skeleton-based photoinitiators for led polymerization and LED projector 3D printing
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Radical chemistry is a very convenient way to produce polymer materials. Here an application of a particular photoinduced radical chemistry is illustrated. Seven new carbazole derivatives Cd1–Cd7 are incorporated and proposed as high performance near-UV photoinitiators for both the free radical polymerization (FRP) of (meth)acrylates and the cationic polymerization (CP) of epoxides utilizing Light Emitting Diodes LEDs @405 nm. Excellent polymerization-initiating abilities are found and high final reactive function conversions are obtained. Interestingly, these new derivatives display much better near-UV polymerization-initiating abilities compared to a reference UV absorbing carbazole (CARET 9H-carbazole-9-ethanol) demonstrating that the new substituents have good ability to red shift the absorption of the proposed photoinitiators. All the more strikingly, in combination with iodonium salt, Cd1–Cd7 are likewise preferred as cationic photoinitiators over the notable photoinitiator bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide (BAPO) for mild irradiation conditions featuring their remarkable reactivity. In particular their utilization in the preparation of new cationic resins for LED projector 3D printing is envisioned. A full picture of the included photochemical mechanisms is given.
- Mousawi, Assi Al,Garra, Patxi,Dumur, Frédéric,Bui, Thanh-Tuan,Goubard, Fabrice,Toufaily, Joumana,Hamieh, Tayssir,Graff, Bernadette,Gigmes, Didier,Fouassier, Jean Pierre,Lalevée, Jacques
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supporting information
(2018/01/12)
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- Palladium-Catalyzed Intramolecular C–H Amination in Water
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Palladium(II) catalysis was found to be effective for intramolecular C–H amination in water. With 2-azidobiphenyls as substrates, the reaction efficiently provided various carbazoles with N2as the sole byproduct. The reaction showed high functional-group tolerance and could be used in the synthesis of several natural carbazole alkaloids. The catalytic process was promoted by water, and the reaction was inefficient in the organic solvents that were investigated.
- Yang, Lizheng,Li, Hao,Zhang, Haifei,Lu, Hongjian
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p. 5611 - 5615
(2016/12/14)
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- Discovery and characterization of a potent and selective antagonist of melanin-concentrating hormone receptor 2
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A series of spiropiperidine carbazoles were synthesized and evaluated as MCHR2 antagonists using a FLIPR assay. The pharmacokinetic properties of selected compounds have also been studied. This effort led to the discovery of potent and specific MCHR2 antagonists. Compound 38 demonstrated good pharmacokinetic properties across rat, beagle dog and rhesus monkey and had a favorable selectivity profile against a number of other receptors. These MCHR2 antagonists are considered appropriate tool compounds for study of the function of MCHR2 in vivo.
- Chen, Xiaoqi,Mihalic, Jeff,Fan, Pingchen,Liang, Lingming,Lindstrom, Michelle,Wong, Sylvia,Ye, Qiuping,Fu, Ying,Jaen, Juan,Chen, Jin-Long,Dai, Kang,Li, Leping
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scheme or table
p. 363 - 366
(2012/02/04)
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- Carbazole inhibitors of histamine receptors for the treatment of disease
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The present invention relates to carbazole compounds, pharmaceutical compositions comprising them, and methods which may be useful as inhibitors of H1R and/or H4R for the treatment or prevention of inflammatory, autoimmune, allergic, and ocular diseases.
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- Solvent-free synthesis of δ-carbolines/carbazoles from 3-nitro-2-phenylpyridines/2-nitrobiphenyl derivatives using DPPE as a reducing agent
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A green and efficient preparation of functionalized δ-carbolines/ carbazoles via reductive ring closure by 1,2-bis(dipenylphosphino)ethane under solvent-free conditions is described. The starting materials 3-nitro-2-phenylpyridines/2-nitrobiphenyl derivatives are readily prepared through Suzuki-Miyaura cross-coupling reaction from commercially available compounds. And the polar by-product ethane-1,2-diylbis(diphenylphosphine oxide) is easily removed from the relatively polar reaction mixture. Various substituted δ-carbolines/carbazoles are obtained in acceptable yields. It is particularly worth mentioning that substrates with electron-withdrawing groups (EWG) also give the desired products in good yield.
- Peng, Haixia,Chen, Xuxing,Chen, Yanhong,He, Qian,Xie, Yuyuan,Yang, Chunhao
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p. 5725 - 5731
(2011/08/09)
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- Microbial transformation of selected carbazole derivatives
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A strain of Pseudomonas aeruginosa and another of Aspergillus fumigatus are found to have the ability to degrade carbazole derivatives. These strains show different specificities for growth on 1- and 3-methylcarbazoles and accumulate forraylcarbazoles as end products in low yields. Pseudomonas species degrade 1- and 3-formylcarbazoles to the corresponding carboxylic acid derivatives which in turn are decarboxylated to carbazole in high yields. This strain also biotransforms the N-acetylcarbazoles (8, 9 and 10) and the respective deacetyl-derivatives (7,2 and 11) are obtained in good yields. This study provides an evidence in favour of the suggested biotransfonnation of 3-methylcarbazole to carbazole via 3-formylcarbazole and carbazole-3-carboxylic acid in the plants.
- Chakraborty,Chowdhury
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p. 617 - 620
(2007/10/03)
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- New carbazole alkaloids from Murraya euchrestifolia
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Two new monomeric and one dimeric carbazole alkaloids were isolated from root bark of Murraya euchrestifolia HAYATA collected in Taiwan. Their structures were elucidated by spectrometric and synthetic studies. The structures of the monomeric carbazoles were assigned as 3-formyl-7-hydroxy-9H-carbazole (1) and N-methoxy-3-hydroxymethyl 9H-carbazole (2). The dimeric carbazole, named chrestifoline-D (9), was found to be identical with the oxidation product of bismurrayafoline-A (10).
- Ito,Okahana,Wu,Wang,Lai,Kuoh,Furukawa
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p. 230 - 232
(2007/10/02)
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- Photochemical formylation of carbazole and diphenylamine
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Carbazole (1) and diphenylamine (7) undergo photo-chemical formylation in chloroform solution to furnish the corresponding formyl derivatives 2, 3 and 8, 9 respectively. The reaction has been successfully extended to 1-methylcarbazole (4) to yield formyl derivatives 5 and 6.
- Chowdhury,Saha,Podder
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p. 405 - 406
(2007/10/02)
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